206 total properties
Did you mean the neighborhood Oakland?
View 101 Sobriety Way Oakland, MD MLS# MDGA2012278
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Save 101 Sobriety Way Oakland, MD MLS# MDGA2012278
1 of 72
$499,900
3

Beds

2.0

Baths

1,920

Sq.Ft.

101 Sobriety Way

Oakland, MD

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View Cranesville Road Oakland, MD MLS# MDGA2012284
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1 of 17
$115,000
Studio

Beds

0.0

Baths

Cranesville Road

Oakland, MD

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View 97 acres Lot C Garrett Road Oakland, MD MLS# MDGA2012260
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$599,000
Studio

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0.0

Baths

97 acres Lot C Garrett Road

Oakland, MD

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The time to sell is now! THE TIME TO SELL IS NOW!
View 104 Roman Ridge Road # 21 Oakland, MD MLS# MDGA2012268
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Save 104 Roman Ridge Road # 21 Oakland, MD MLS# MDGA2012268
1 of 61
$605,000
5

Beds

4.1

Baths

2,582

Sq.Ft.

104 Roman Ridge Road # 21

Oakland, MD

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View 17240 Garrett Highway Oakland, MD MLS# MDGA2012252
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1 of 104
$998,000
6

Beds

4.1

Baths

5,547

Sq.Ft.

17240 Garrett Highway

Oakland, MD

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View 256 Jeffrey Lane # 28 Oakland, MD MLS# MDGA2012248
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Save 256 Jeffrey Lane # 28 Oakland, MD MLS# MDGA2012248
1 of 65
$464,900
3

Beds

3.1

Baths

1,838

Sq.Ft.

256 Jeffrey Lane # 28

Oakland, MD

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View 102 N 3Rd Street Oakland, MD MLS# MDGA2012246
    Save 102 N 3Rd Street Oakland, MD MLS# MDGA2012246
    1 of 43
    $259,900
    3

    Beds

    2.0

    Baths

    1,998

    Sq.Ft.

    102 N 3Rd Street

    Oakland, MD

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    View 941 Mountainview Drive Oakland, MD MLS# MDGA2012196
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    1 of 71
    $737,500
    4

    Beds

    3.1

    Baths

    4,377

    Sq.Ft.

    941 Mountainview Drive

    Oakland, MD

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    View 943 Paradise Heights Oakland, MD MLS# MDGA2012214
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    1 of 61
    $765,000
    5

    Beds

    3.0

    Baths

    1,722

    Sq.Ft.

    943 Paradise Heights

    Oakland, MD

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    View 1342 Stockslager Road Oakland, MD MLS# MDGA2012202
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      1 of 118
      $2,699,000
      6

      Beds

      6.1

      Baths

      3,442

      Sq.Ft.

      1342 Stockslager Road

      Oakland, MD

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      View 193 Red Run Road # 1-B-3 Oakland, MD MLS# MDGA2012232
        Save 193 Red Run Road # 1-B-3 Oakland, MD MLS# MDGA2012232
        1 of 57
        $595,000
        2

        Beds

        2.0

        Baths

        1,340

        Sq.Ft.

        193 Red Run Road # 1-B-3

        Oakland, MD

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        View 826 G Swauger Road Oakland, MD MLS# MDGA2012212
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        1 of 33
        $1,200,000
        2

        Beds

        2.1

        Baths

        2,914

        Sq.Ft.

        826 G Swauger Road

        Oakland, MD

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        View 953 Bray School Road Oakland, MD MLS# MDGA2012238
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        1 of 63
        $299,900
        3

        Beds

        1.0

        Baths

        1,008

        Sq.Ft.

        953 Bray School Road

        Oakland, MD

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        View 2189 Table Rock Road Oakland, MD MLS# MDGA2012226
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        1 of 65
        $299,000
        4

        Beds

        2.0

        Baths

        1,736

        Sq.Ft.

        2189 Table Rock Road

        Oakland, MD

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        View Lot B Loch Deer Road Oakland, MD MLS# MDGA2012224
          Save Lot B Loch Deer Road Oakland, MD MLS# MDGA2012224
          1 of 27
          $259,000
          Studio

          Beds

          0.0

          Baths

          Lot B Loch Deer Road

          Oakland, MD

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          View Quentin Lane Oakland, MD MLS# MDGA2012218
            Save Quentin Lane Oakland, MD MLS# MDGA2012218
            1 of 7
            $84,369
            Studio

            Beds

            0.0

            Baths

            Quentin Lane

            Oakland, MD

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            View 321 Deer Park Hotel Road Oakland, MD MLS# MDGA2012166
              Save 321 Deer Park Hotel Road Oakland, MD MLS# MDGA2012166
              1 of 47
              $399,900
              3

              Beds

              2.0

              Baths

              2,476

              Sq.Ft.

              321 Deer Park Hotel Road

              Oakland, MD

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              View 509 Southern Pines Drive Oakland, MD MLS# MDGA2012208
                Save 509 Southern Pines Drive Oakland, MD MLS# MDGA2012208
                $399,000
                4

                Beds

                3.0

                Baths

                2,681

                Sq.Ft.

                509 Southern Pines Drive

                Oakland, MD

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                View 308 Winding Trail Lane # 11B Oakland, MD MLS# MDGA2012146
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                Save 308 Winding Trail Lane # 11B Oakland, MD MLS# MDGA2012146
                1 of 61
                $615,000
                5

                Beds

                4.1

                Baths

                3,300

                Sq.Ft.

                308 Winding Trail Lane # 11B

                Oakland, MD

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                View 415 Nazelrod Road Oakland, MD MLS# MDGA2012154
                • New Construction
                Save 415 Nazelrod Road Oakland, MD MLS# MDGA2012154
                1 of 52
                $3,249,000
                4

                Beds

                5.0

                Baths

                6,036

                Sq.Ft.

                415 Nazelrod Road

                Oakland, MD

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                About Oakland

                Listings in Oakland, MD

                206

                Estimated median home price

                $301,950
                Oakland MD Homes for Sale & Properties

                Weichert Realtors is one of the nation's leading providers of Oakland, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Oakland, MD.

                Homes for Sale by Price in Oakland, MD

                PriceCount
                $0 - 100K45
                $100K - 200K23
                $200K - 300K35
                $300K - 400K27
                $400K - 500K9
                $500K - 600K10
                $600K - 700K9
                $700K - 800K16
                $800K - 900K4
                $900K - 1M5
                $1M - Max23

                Homes for Sale by Type in Oakland, MD

                Property TypeCount
                Single Family93
                Townhouse1
                Condo26
                Commercial12
                Rental6
                Lots and Land74
                Condo/Town/CoOp0
                CoOp0
                Multi Family0
                Mobile Home0
                Farms0

                (Data as of 7/23/2026)

                Find Properties in Oakland, MD

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                Information deemed reliable but not guaranteed.

                Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

                Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

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                Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

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